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The Crouching Lion has long been a welcome respite for weary Oahu residents tasked with chauffeuring their in-laws around the island on whirlwind tours of the east side and North Shore. (Sea turtles! Shave ice! The mac nut farm! Oh, my). Having done this jaunt several times, I can honestly say that around Kaaawa, my patience begins to wear a little thin, which is why the Crouching Lion is so fantastic. Perched on a hillside, with abundant outdoor eating areas, ocean views and a gift shop, it’s every tourist’s happy spot and an excellent excuse for the tour guides to relax with mai tais. In fact, I’d become so enamored with the place that I wrote about it in last year’s Best Bars feature.

A fan of the work of architect Vladimir Ossipoff (yes, even the hotly debated IBM Building), I’m experiencing a bit of real estate envy with this house, a Diamond Head stunner that displays many of the details for which Ossipoff has come to be known: whitewashed masonry, exposed concrete, natural finish woods, picture-window walls, large overhanging eaves and lanai that act as extensions of the interior spaces.

I love a good ghost story, and, here on Oahu, there are plenty of tales of spooks and ghosts and things that go bump in the night. And there are definitely haunted-house (and haunted-building) stories galore.

HONOLULU Magazine goes back to 1888, and was called Paradise of the Pacific until 1966, so its back issues act like a time capsule of Hawaii's pre- and post-statehood years. I particularly love the vintage condominium and home advertisements in the 60s and 70s issues. I found one that touted its “asbestos flooring” (fireproof, one of our editors cracked), and another that described Makaha as the “new Waikiki.” The advertisements, cheesy and retro as they may be, offer a snapshot of a different era, evidence of the island’s swift development during those decades.

I first wrote about this house a few years ago for another magazine, and I’m still just as enamored with its idyllic, away-from-it-all location—at the end of a narrow, dirt drive surrounded by the Paiko Lagoon Bird Sanctuary and nearby conservation lands. Back then, I wrote in my notes that the house “doesn’t so much rise up to greet you as poke its head through the bushes. It’s a very subtle design, with a flat roof that echoes the linear line of the ocean and the horizon.” How very poetic of me.

If you’re familiar with the phrases “compostable toilet,” “off the grid” and “water catchment system,” then this uber-green house in the very back of Palolo Valley may just be your slice of real estate heaven. The “tree house,” which is not actually a legal living structure—it’s zoned as a screened porch—is situated on 6.33 acres, including 122 feet of mountaintop at the property’s apex, whole sections of which are planted with papaya, mango, lychee, banana, avocado, lime, lemon, grapefruit and breadfruit trees, as well as rosemary, heather, heliconia and ginger plants. George of the Jungle would be jealous.

“It’s the only home on Lanikai Beach that has sandy beach, a yard and a big house,” says Annie Kwock. “Whereas, the other listings in Lanikai that have a nice yard and pool are on the sea wall. This house has got great beach access, and it’s private. And you just don’t see this style in Hawaii. It’s very charming and romantic. It has kind of a Romeo and Juliet feel inside.” The home’s design, by architect Ralph Gray, is textbook Mediterranean: A gleaming, white-stucco exterior contrasts a turquoise-tiled roof, while curved doorways and stone pillars mark the transitions between indoor-outdoor living spaces.

Kalele Kai is a high-end, waterfront condominium community in Hawaii Kai with 229 two- and three-bedroom condos spread across three, six-story mid-rise buildings, as well as 10 three-bedroom waterfront town houses. It's an in-demand address thanks to its proximity to beaches and shopping, secure, gated entrance, and marina, mountain and ocean views. Amenities include clubhouse facilities, swimming pool with whirlpool spa, reserved parking and private boat slips. Resale prices are currently listed between the mid-$600s to just over $1 million, and rentals in this community can fetch between $2,000 and $3,500 per month.

In case you somehow missed the massive amounts of media hype, the Edition hotel had its grand opening this past weekend. While trying not to be distracted by the rarefied gathering of Honolulu’s hipster elite and a smattering of Hollywood celebs (hey, was that Kumar?), I found myself wondering: Will the Edition be good for real estate?

My favorite part of a home tour happens before I even reach the front door: I love coming up the driveway, watching as a home slowly reveals itself. And this Dowsett-Ave. residence, which is set back from the road, hidden behind a sentinel-like row of towering shrubs, has a big reveal. But not the kind you get with so many of the newer homes, which have larger-than-life, demanding presences. No, with this house, I felt as if I’d been transported to a French countryside estate full of old-time, graceful elegance. It’s a classy grande dame of a home, and it makes me happy to know that these places still quietly exist here on Oahu.

When I talk about heading out to Makakilo, it’s akin to plotting a long-distance road trip: Pack some snacks, a few drinks and sunscreen, kids, ’cause we’re heading to Makakilo! OK, I exaggerate, but the hour-long (or so) commute from downtown to the west-side community is a hike, which makes the neighborhood’s rapid growth all the more astonishing in my mind. But I think I’ve finally figured out the keys to Makakilo’s success: affordability, cooler-than-Ewa weather, and space to spread out.

According to the Community Associations Institute, there are nearly 310,000 association-governed communities (this includes homeowners’ associations, condominiums, cooperatives and other planned communities) in the United States, representing approximately 25-million individual housing units. The general role of a homeowners’ association is to maintain a community’s common areas—roads, parks, landscaping, recreation centers, swimming pools, clubhouses—and homeowners are required to pay association dues to fund the upkeep and contribute to the association’s reserve. On Oahu, homeowners’ association (HOA) fees can cost anywhere from $9 to $3,000 per month, depending on the services and amenities covered by the association.